(2E,6E,8E)-(4R,5R,10S,11R,12S)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-docosa-2,6,8-trienoic acid (S)-4-hydroxy-1-(4-methoxy-benzyloxymethyl)-butyl ester

Base Information

Chemical Name:(2E,6E,8E)-(4R,5R,10S,11R,12S)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-docosa-2,6,8-trienoic acid (S)-4-hydroxy-1-(4-methoxy-benzyloxymethyl)-butyl ester
CAS No.:637742-24-6
Molecular Formula:C₄₉H₇₆O₈
Molecular Weight:793.138
Hs Code.:

(2E,6E,8E)-(4R,5R,10S,11R,12S)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-docosa-2,6,8-trienoic acid (S)-4-hydroxy-1-(4-methoxy-benzyloxymethyl)-butyl ester

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Chemical Property of (2E,6E,8E)-(4R,5R,10S,11R,12S)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-docosa-2,6,8-trienoic acid (S)-4-hydroxy-1-(4-methoxy-benzyloxymethyl)-butyl ester

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Technology Process of (2E,6E,8E)-(4R,5R,10S,11R,12S)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-docosa-2,6,8-trienoic acid (S)-4-hydroxy-1-(4-methoxy-benzyloxymethyl)-butyl ester

There total 10 articles about (2E,6E,8E)-(4R,5R,10S,11R,12S)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-docosa-2,6,8-trienoic acid (S)-4-hydroxy-1-(4-methoxy-benzyloxymethyl)-butyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: (2E,6E,8E)-(4R,5R,10S,11R,12S)-11-(4-Methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-5-triphenylsilanyloxy-docosa-2,6,8-trienoic acid (S)-4-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxymethyl)-butyl ester

: 637742-24-6
(2E,6E,8E)-(4R,5R,10S,11R,12S)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-docosa-2,6,8-trienoic acid (S)-4-hydroxy-1-(4-methoxy-benzyloxymethyl)-butyl ester

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 36h;
DOI:10.1039/b305818b

Reference yield:

: 188290-11-1
(5S)-5-(4-methoxybenzyloxymethyl)tetrahydro-2-furanone

: 637742-24-6
(2E,6E,8E)-(4R,5R,10S,11R,12S)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-docosa-2,6,8-trienoic acid (S)-4-hydroxy-1-(4-methoxy-benzyloxymethyl)-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / lithium aluminum hydride / tetrahydrofuran / 0.5 h / 0 °C

2: 70 percent / imidazole / dimethylformamide / 2 h / 20 °C

3: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; N,N-dimethylaminopyridine / CH₂Cl₂ / 4 h / Heating

4: 94.1 mg / aq. HCl / tetrahydrofuran / 36 h / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; lithium aluminium tetrahydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b305818b

Reference yield:

: 301346-20-3
(4S)-5-(4-methoxybenzyloxy)-1,4-pentanediol

: 637742-24-6
(2E,6E,8E)-(4R,5R,10S,11R,12S)-5-Hydroxy-11-(4-methoxy-benzyloxy)-2,4,6,8,10,12-hexamethyl-docosa-2,6,8-trienoic acid (S)-4-hydroxy-1-(4-methoxy-benzyloxymethyl)-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / imidazole / dimethylformamide / 2 h / 20 °C

2: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; N,N-dimethylaminopyridine / CH₂Cl₂ / 4 h / Heating

3: 94.1 mg / aq. HCl / tetrahydrofuran / 36 h / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b305818b